View 14268 BRAEMAR STREET Winter Garden, FL MLS# S5153509
  • Recently Listed with Virtual Tour
1 of 40
$485,000
4

Beds

2.1

Baths

2,070

Sq.Ft.

14268 BRAEMAR STREET

Winter Garden, FL

View 15135 GROVESIDE ROAD Winter Garden, FL MLS# O6410287
$483,930
3

Beds

2.1

Baths

1,881

Sq.Ft.

15135 GROVESIDE ROAD

Winter Garden, FL

View 14501 GROVE 3425 Winter Garden, FL MLS# A12025972
$480,000
2

Beds

2.0

Baths

14501 GROVE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3425 Winter Garden, FL MLS# O6414956
  • Adult Community with Virtual Tour
1 of 21
$480,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY LLC
View 14099 LOCHEND WAY Winter Garden, FL MLS# O6404015
$479,900
3

Beds

2.1

Baths

1,720

Sq.Ft.

14099 LOCHEND WAY

Winter Garden, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 1906 SHERBOURNE STREET Winter Garden, FL MLS# S5151079
$477,000
4

Beds

2.1

Baths

2,029

Sq.Ft.

1906 SHERBOURNE STREET

Winter Garden, FL

View 7036 BOLANZO ALLEY Winter Garden, FL MLS# O6401429
$475,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7036 BOLANZO ALLEY

Winter Garden, FL

Courtesy of SERHANT
View 5545 BOWMAN DRIVE Winter Garden, FL MLS# O6407484
  • Virtual Tour
1 of 29
OPEN HOUSE: Tuesday 7/14 9:00 AM - 7:00 PM
$475,000
2

Beds

2.1

Baths

1,998

Sq.Ft.

5545 BOWMAN DRIVE

Winter Garden, FL

View 12597 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6407413
$475,000
3

Beds

2.0

Baths

2,322

Sq.Ft.

12597 ENCORE AT OVATION WAY

Winter Garden, FL

View 16396 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6396532
$474,990
3

Beds

2.1

Baths

2,070

Sq.Ft.

16396 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 17724 PORTER ROAD Winter Garden, FL MLS# G5108345
  • New Construction
1 of 3
$471,735
3

Beds

2.1

Baths

1,644

Sq.Ft.

17724 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12830 SUNSET WALK DRIVE Winter Garden, FL MLS# O6415339
  • New Construction with Virtual Tour
1 of 7
$471,000
3

Beds

2.1

Baths

1,857

Sq.Ft.

12830 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 16533 BARBOURS CREEK WAY Winter Garden, FL MLS# O6409798
  • New Construction with Virtual Tour
1 of 18
$470,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

16533 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1681 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# B4902258
$469,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

1681 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
View 7030 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6410364
$469,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7030 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14014 SCARLET ASTER ALLEY Winter Garden, FL MLS# O6418814
$469,000
3

Beds

3.0

Baths

1,808

Sq.Ft.

14014 SCARLET ASTER ALLEY

Winter Garden, FL

View 9456 KOMIKA LANE W 1 Winter Garden, FL MLS# S5142815
$468,150
3

Beds

2.0

Baths

1,705

Sq.Ft.

9456 KOMIKA LANE W 1

Winter Garden, FL

Courtesy of GILVAN REALTY CORP.
View 6230 SUNNY TIME AVENUE Winter Garden, FL MLS# O6410861
  • New Construction with Virtual Tour
1 of 26
$467,690
3

Beds

2.1

Baths

1,770

Sq.Ft.

6230 SUNNY TIME AVENUE

Winter Garden, FL

View 7007 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6388545
$465,000
3

Beds

2.1

Baths

1,845

Sq.Ft.

7007 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 680 DUNBAR AVENUE Winter Garden, FL MLS# O6389210
  • New Construction with Virtual Tour
1 of 6
$465,000
4

Beds

2.0

Baths

1,713

Sq.Ft.

680 DUNBAR AVENUE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

978

Estimated median home price

$602,728
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K1
$100K - 200K21
$200K - 300K91
$300K - 400K65
$400K - 500K141
$500K - 600K170
$600K - 700K106
$700K - 800K105
$800K - 900K91
$900K - 1M63
$1M - Max124

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family672
Townhouse136
Condo135
Commercial11
Rental200
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/14/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 7/14/2026.